Ross enlisted in the United States Air Force at 18 years old and served as a medical records technician.He eventually rose to the rank of master sergeant and served as the first sergeant of the U.S. Air Force Clinic at Eielson Air Force Base in Alaska, where he first saw the snow and mountains that later became recurring themes in his artwork. He developed his quick-painting technique to create art for sale during brief daily work breaks.

Having held military positions that required him to be, in his own words, "tough" and "mean", "the guy who makes you scrub the latrine, the guy who makes you make your bed, the guy who screams at you for being late to work", Ross decided that if he ever left the military, he wou...